
Holiday rentals with a pool in Oregon
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Oregon
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Tiny Groove with plunge pool and soaking tubs
A unique off grid experience awaits you at our eco-friendly solar powered tiny home on 6 secluded acres. The home site is perfectly cut into a groove in the hillside 200 feet above the valley below allowing for beautiful Mountain views and amazing privacy with no visible neighbors other than the variety of local wildlife. Enjoy the outdoor soaking tubs, wood fired sauna and a seasonal plunge pool. Just a short 5 minute drive to the lovely town of Rogue River and access to I-5. Pet friendly too!

Zen Cabin - Sauna, Hot Tub, Fireplace & Game Room!
Welcome to the Zen Den! Beautifully updated private family cabin located steps away from the Sandy River and less than 30 minutes to ski resorts, mountain lakes, and hiking. Warm modern decor, gorgeous wood accents, and thoughtful touches to enjoy with family and friends. Two living areas with a downstairs theater and game room perfect for kids. A spacious, modern kitchen make cooking/relaxing at home dreamy. The backyard is equipped with a sauna, hot tub, fire pit, BBQ, and outside dining area!

Beautiful, Magical, Treehouse
"Glamping at its' best"! 16' x 16' TreeHouse, suspended between 3 large fir trees, queen size bed, loft w/2 twin beds, composting toilet, much more, situated on 20 acres with a pond. Gas heater, mini-fridge, microwave, coffee pot. IMPORTANT: this is a Tree House! Going up the spiral staircase is an adventure in itself, so pack small bags (or packs) (large suitcases are not appropriate). Be sure to look at the pictures & read our reviews... that provides the most information. Happy Travels!

All About the View- Columbia River Gorge Haven
Close up river views, spectacular sunsets! Upper unit with vaulted ceilings and extra windows! Beautiful upscale living. Biking, water sports or just relaxing while watching the ever changing Columbia River Gorge. Hood River just minutes away for wonderful dining, beer, cider and spirits tasting, mountain biking and wine tasting. Local restaurant and market in walking distance. Mosier Plateau Trail with waterfall, Twin Tunnel trail. Excellent Wi-Fi. Pantry and breakfast items included!

Arrokoth lodge SAUNA, HOT TUB! Short walk to river
Beautiful lodge near the heart of everything Mt Hood has to offer. This home is cozy for a romantic getaway but also spacious for a group of 6. After a day on the mountain, home features a sauna, gear dryer. Living room has tv setup with ROKU. The back deck, with its hot tub, firepit and gas grill, is the ideal spot to sit back, relax and enjoy the forest views. Home is a very short walk to the Sandy river. This is a NO PET HOME Arrokoth lodge is registered with Clackamas county #756-21

Amazing Gorge View Townhome Walk to Town & Trails
Modern townhome-- play, work, sightsee or do nothing at all! Surround yourself with beautiful views & activities right out of your door. Quality cheerful furnishings, with a whimsical MCM vibe. Mt. Hood fun 30 minutes away. Vineyards, breweries & the town of Hood River a 5 mile drive. A sit/stand desk with 27" monitor & 2nd workstation upstairs. Great internet! Family friendly & great for up to 6 adults. Two blocks to the quaint town of Mosier to enjoy a bite or coffee & riverside strolls.

Tiny Cabin in the Woods | Hot Tub & Alpaca Rescue
Enjoy the charm of staying in a Tiny forest cabin, surrounded by nature and stylishly decorated with thoughtful décor accents. This is a tiny cabin, but has all the essentials that you need for your stay. Great location on the outskirts of town (8 mins from Merlin & 15 mins from Grants Pass). The closest access to the river is only 10 mins away at Matson Park! After a day of exploring, enjoy your hot tub with a wooded view or stargaze by the shared fire pit. Perfect Couples little getaway!

The Aloha House - Hot Tub - Pool
The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

Canyon House, Crooked River Ranch
Canyon House sits on the edge of the Deschutes River canyon and has a beautiful and scenic view of 11 mountains and peaks. Your home is a 2 bedroom and 2 bath 1450 sf manufactured home. It is attached to ours and Donna and I live on site family. Your privacy is my first rule and quiet is my second. Yet, you may see me watering plants or checking on the Spa. We are open for a 1 night minimum. Checkout time is strict to allow for cleaning and sanitizing on same day check ins.

Hot Tub + Forest Views | Mt Hood Getaway
Welcome to Rhodi House — a peaceful, design-forward cabin tucked near Mt. Hood National Forest. 15 minutes from Government Camp and walking distance to the Sandy River, this renovated 1970s retreat offers two king bedrooms, a cozy open loft with a double hide-a-bed, a wrap-around deck, and a private hot tub nestled in the trees. With modern style, a stocked kitchen, and soft linens, it’s the perfect year-round escape for couples, friends, or families.

Cozy A-frame hideaway w/hot-tub, fenced backyard
If you’re looking for the quintessential 70s A-frame experience, look no further! Classic 1973 A-frame with modern updates and mid-century vibe! This cozy 928 sq ft A-frame is located on wooded property at the foothills of Mt. Hood National forest near Sandy River. Perfect for a solo getaway, a couple’s retreat, or a small family escape. Skiing/snowboarding is 20-30 mins away. Sandy Ridge mnt biking - 5 mins away. Lots of hiking around.

Pool house with hot tub and extras (year round)
Bring the whole family or use it as a private get away. Bedroom has a bunk bed that sleeps up to 3 people. The queen bed by the hot tub and pool sleeps 2 (privacy curtains). There is 1 couch and 1 futon. In addition to the pool and kitchen, there is an indoor fire pit, ping pong and foos ball, outdoor deck, yard (games bocci and croquet). One room with toilet/sink and one with shower/dressing area. VCR/DVD on two TVs, internet on 3rd.
Popular amenities for Oregon rentals with a pool
House rentals with a pool

Deschutes River Getaway-near Bachelor & Sunriver

Downtown Pine Mountain Paradise

Gardner's on Coracle

Single level, pet friendly, downtown, cute cottage

Wind Sailor - Olivia Beach Camp Cabin

Olivia Beach-Hot Tub-Discounted Spring Rates!

Riverfront - Summer pool, fireplace, pet friendly.

Modern Tollgate Home - HOT TUB | Half Acre Lot
Condo rentals with a pool

The Whale Pod - Watch whales here!

Sunriver Studio with Pool and Hot Tub

Beautiful Sisters Condo - Great location

Pool, AC, close to Amphitheater & Old Mill

Seaside condo w/ hot tub & fireplace

Sandcastle Condo Loft

Beautiful Condo in SR Village

Short walk to SR Village and SHARC, includes bikes
Other holiday rentals with a pool

Stylish Mt Hood Village Home-Hot Tub, Scenic View

Eagle Crest Luxury Chalet w/Private Hot Tub&Garage

Wood Burning Sauna | River Trails | Yoga Studio

Indoor Swimming Pool-Heated & Private

Oasis Between City, River & Mountain. Damascus OR

An Entertainment Oasis!

Starlight Lodge with Private Pool & Game Room

Ranchview Brasada Home 4bd/3ba + Hot tub
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